Sodium Hydroxide → HCID 86711820, compound

HRID 623732Notes

Reaction equation

HRID 623732 reaction equation
[CH2:1]([N:8]1[C:12]([C:13]([F:16])([F:15])[F:14])=[C:11]([CH3:17])[C:10]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=2[F:25])=[C:9]1[C:26]([O:28]CC)=[O:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>O.CCO>[CH2:1]([N:8]1[C:12]([C:13]([F:14])([F:15])[F:16])=[C:11]([CH3:17])[C:10]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=2[F:25])=[C:9]1[C:26]([OH:28])=[O:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 86711821HCID 86711821, compound

Product 1

HCID 86711820HCID 86711820, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a mixture of ethyl 1-benzyl-3-(4-chloro-2-fluorophenyl)-4-methyl-5-(trifluoromethyl)-1H-pyrrole-2-carboxylate (1.55 g, 3.5 mmol) in H2O (20 mL) and EtOH (20 mL) was added NaOH (2.82 g, 71 mmol) and the mixture stirred at reflux for 2 h. The reaction mixture cooled to room temperature and concentrated. The reaction mixture was acidified using aqueous 5N HCl and the solids which had been formed were filtered off to give 1.45 g (100%) of ACI-04 as an off white solid.

Workup

  1. temperatureat reflux for 2 h
  2. concentrationconcentrated
  3. customthe solids which had been formed
  4. filtrationwere filtered off
  5. customto give 1.45 g (100%) of ACI-04 as an off white solid

Sources & evidence

ORD record
ord-7de93f6fb16f4b96ab3890288016906d
Source dataset
uspto-grants-2016_04
Patent number
US09302988B2

Reaction notes

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